St. Helena Island Rentals

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138 Houses

St. Helena Island - Carolina Sunrise

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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$342

Luxurious Family Getaway on Fripp Island - Golf Views

Saint Helena Island house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 7 minutes

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$458

St. Helena Island - R Anchor House

Saint Helena Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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$227

Harbor Island - Break Time

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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$247

Great rentals within 20 miles that match your search

Airy Couples Getaway with Fantastic Golf Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A tale of two” The good story: The place is really nice with modern equipment and a great terrace. The location is stunning with great views to the RTJ golf course and good connections to the mainland. The not so good story: We arrived late to a house, which hadn't been cleaned. Towels on the floor, unmade beds etc. It took us a good two hours to get hold of the owner. He managed to get the place cleaned while we ate at a restaurant. All ended well - but it does show a tiny lack of attention from the owner, which isn't very professional. A gas grill without gas adds to this picture. I can only assume the owner is more alert now about these issues, and if so, I have no problem in recommending the place.

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$230

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$413

Fripp Island 1 Bedroom Oceanfront Condo! - 2 Free Amenity Cards!!

Fripp Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$252

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$316

511 BARRINGTON COURT PALMETTO DUNES HH, SC

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic view, incredibly clean, well stocked, comfortable, and a GREAT owner to deal with.” I think the headline says it all, but here's a little more detail. This was absolutely the cleanest condo/hotel/motel/home we've ever stayed in. The owner really, really, gives you a place you can call home for your vacation. It's like you're staying at the home of a good friend who thought of everything for your comfort and enjoyment. If it weren't for Penny, I probably wouldn't write this, because I want to keep this gem to ourselves. But for anyone who works this hard to provide such a wonderful place, well, I had to. How many times have you walked into a condo and see that's it not really dirty, but it's not really clean ? How many times have you run out of toiletries, not even an extra garbage bag left for you, no laundry or dishwasher detergent available ? Every single rental we've had, we had to make a shopping list of all the toiletries we'll need for the week. NOT HERE. Except for the food, obviously, EVERYTHING you could need or want IS PROVIDED. This is a very, very thoughtful owner. With new tv's, appliances, beautiful upgrades, you will not want to leave. The view is absolutely gorgeous. In Palmetto Dunes, the vegetation and trees have really grown, so unless you get an unobstructed view like this 5th floor provides, you'll never see the ocean. At the risk of repeating, the condo smelled great, and was just incredibly clean. I don't know about you, but an unclean rental can just ruin your vacation. The first minute we walked in, we knew we were going to have a great week. Ok, my sales pitch is over, lest I share this secret with everyone. Yes, the 5 star reviews are for real, it's well deserved. Thanks again Penny, and we'll see you on our next trip to the island.

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$411

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$181

Beautiful 3br 3 Bth Townhome w- FREE Golf each day

Hilton Head townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$287

Enjoy the beach and pool at our Edisto Beach vacation home

Edisto Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

“relaxing weekend” This home is awesome. The owners made sure we were well informed and the whole experience was just SMOOTH!! Very quiet and relaxing. Spent the weekend and cannot wait to get back there. Thank you for sharing your home. The beach was great, the area is very non commercial which creates a really laid back atmosphere perfect to just kick back.

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$919

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

Responds fast! avg. 1 hour 10 minutes

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$172

Affordable Villa Hilton Head Palmetto Dunes ***Brand New Kitchen Dec. 2016***

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$213

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

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$345

Newly Remodeled Villa/Spectacular Views and Beach Access, Shelter Cove Marina

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Most perfect place to stay” We cannot begin to tell you about the amazing time we had in Hilton Head Island! At first arrival we were so impressed with your Villa and the location. It was more than perfect for our family. It gave us all the flexibility of enjoying kid and adult activities simultaneously. We thoroughly enjoyed the close proximity to the beautiful beach and the accessibility was priceless with two little ones. We enjoyed some of the restaurants in Shelter Cove and especially the live music from your extra large balcony. Your Villa is a gem and we can tell why you fell in love with Hilton Head Island. We fell in love too!

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$517

Enjoy the Ocean View - Just steps from the Pool & Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$447

Fripp Island - Beach Reserve

Fripp Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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$57,363

Fripp Island - Lazy Daze

Fripp Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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$57,363

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$241

Crescent Moon is a full house near Parris Island.

Beaufort house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Beaufort SC” We had a great week in our rental on Mink Point BLVD. Everything was clean and comfy. The owner was available for advice and suggestions. Would recommend to friends.

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$343

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$127

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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$1,147

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$287

Relax in a Happy Place

Edisto Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$257

13 Hickory Cove

Hilton Head villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 52 minutes

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$199

2 Bedrooms at Brigantine Quarters Unit 230

Daufuskie Island villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$183

2 Bedrooms at Brigantine Quarters 232

Daufuskie Island villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$152

Brigantine Quarters 220

Daufuskie Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$210

Book Your Summer Stay! Oceanfront Villa!

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Beautiful ocean front getaway” This is a hidden gem as far as resorts. You can't get closer to the ocean for this price. A lil small and dated but perfect for my wife and I on our weekend getaway. I would definitely recommend this place and look forward to staying again!! Gated community,on site eating options and a beach front bar are just a few of the perks. Doesnt get much better for the price!!

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$138

Premium Finishes and Amenities

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Nice” Was one of the nicest condos we have rented it was clean and new. The towels were very nice too we will rent again

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$144

Oceanfront Top Floor Amazing Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$517

NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Off season but a great time” Unit is great but understand it is a three story walk up. There is an elevator but it is very, very far away. Worked fine for us as both of us can always use a little more effort. Not too many amenities available in March.

Responds fast! avg. 3 hours 4 minutes

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$114

Harbor Island - Southern Grace

Harbor Island house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

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$258

Fripp Island - Casa Del Mar

Fripp Island house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

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$754

Harbor Island - Buried Treasure

Harbor Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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$295

Fripp Island - Patterson's Paradise

Fripp Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$447

Harbor Island - Charleston Charm

Harbor Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$351

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rentals in St. Helena Island

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